N-[(2R)-1-[(10R,12R,13S,14R)-10-hydroxy-8-methoxy-14-(4-methoxyphenyl)-11-oxo-13-phenyl-4,6,15-trioxatetracyclo[7.6.0.03,7.010,14]pentadeca-1,3(7),8-triene-12-carbonyl]pyrrolidin-2-yl]-2-methylpropanamide

Details

• Internal ID: d297c317-acd3-4a48-b1c8-682af3869784
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: N-[(2R)-1-[(10R,12R,13S,14R)-10-hydroxy-8-methoxy-14-(4-methoxyphenyl)-11-oxo-13-phenyl-4,6,15-trioxatetracyclo[7.6.0.03,7.010,14]pentadeca-1,3(7),8-triene-12-carbonyl]pyrrolidin-2-yl]-2-methylpropanamide
• SMILES (Canonical): CC(C)C(=O)NC1CCCN1C(=O)C2C(C3(C(C2=O)(C4=C(C5=C(C=C4O3)OCO5)OC)O)C6=CC=C(C=C6)OC)C7=CC=CC=C7
• SMILES (Isomeric): CC(C)C(=O)N[C@H]1CCCN1C(=O)[C@@H]2[C@H]([C@]3([C@@](C2=O)(C4=C(C5=C(C=C4O3)OCO5)OC)O)C6=CC=C(C=C6)OC)C7=CC=CC=C7
• InChI: InChI=1S/C35H36N2O9/c1-19(2)32(39)36-25-11-8-16-37(25)33(40)26-27(20-9-6-5-7-10-20)35(21-12-14-22(42-3)15-13-21)34(41,31(26)38)28-23(46-35)17-24-29(30(28)43-4)45-18-44-24/h5-7,9-10,12-15,17,19,25-27,41H,8,11,16,18H2,1-4H3,(H,36,39)/t25-,26-,27-,34+,35+/m1/s1
• InChI Key: BJIDEXYWQKFHOB-QPRNYPETSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆N₂O₉
• Molecular Weight: 628.70 g/mol
• Exact Mass: 628.24208073 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9199	91.99%
Caco-2	-	0.8006	80.06%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3904	39.04%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8359	83.59%
BSEP inhibitior	+	0.9818	98.18%
P-glycoprotein inhibitior	+	0.8917	89.17%
P-glycoprotein substrate	+	0.6149	61.49%
CYP3A4 substrate	+	0.6994	69.94%
CYP2C9 substrate	-	0.5885	58.85%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	+	0.8301	83.01%
CYP2C9 inhibition	-	0.6820	68.20%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.7167	71.67%
CYP1A2 inhibition	-	0.8919	89.19%
CYP2C8 inhibition	+	0.6612	66.12%
CYP inhibitory promiscuity	-	0.6929	69.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8011	80.11%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5093	50.93%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6207	62.07%
Acute Oral Toxicity (c)	III	0.6264	62.64%
Estrogen receptor binding	+	0.7189	71.89%
Androgen receptor binding	+	0.7908	79.08%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.7695	76.95%
Aromatase binding	+	0.5377	53.77%
PPAR gamma	+	0.6055	60.55%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9223	92.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.03%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.45%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.93%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.66%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	93.42%	99.18%
CHEMBL4208	P20618	Proteasome component C5	92.81%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.39%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.16%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.94%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL240	Q12809	HERG	90.74%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	89.11%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.28%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.09%	99.15%
CHEMBL204	P00734	Thrombin	86.26%	96.01%
CHEMBL2535	P11166	Glucose transporter	85.68%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.58%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.11%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.86%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.38%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.95%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.44%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.36%	89.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.41%	91.07%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	80.50%	95.71%

Plants that contains it

• Aglaia oligophylla
• Aglaia spectabilis

Cross-Links

• PubChem: 163101331
• LOTUS: LTS0130651
• wikiData: Q104937104